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Effective synthesis of (4r,8r)- and (4r,8s)-enantiomers of 4,8-dimethyldecanal, the aggregational pheromone of the beetlesTeibolium confusumandTribolim castaneum

✍ Scribed by B. A. Cheskis; K. V. Lebedeva; A. M. Moiseenkov


Book ID
112539849
Publisher
Springer
Year
1988
Tongue
English
Weight
674 KB
Volume
37
Category
Article
ISSN
1573-9171

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📜 SIMILAR VOLUMES


Pheromone syntheses, LXXIII. New synthes
✍ Mori, Kenji ;Kato, Minoru ;Kuwahara, Shigefumi 📂 Article 📅 1985 🏛 John Wiley and Sons 🌐 English ⚖ 327 KB

**Pheromonsynthesen, LXXIII. ‐ Neue Synthese von (4__R__,8__R__)‐4,8‐Dimethyldecanal, dem Aggregationspheromon von __Tribolium castaneum__, und seines (4__R__,8__S__)‐Isomeren** Die Synthese der Titelverbindungen (4__R__,8__R__)‐**1** und (4__R__,8__S__)‐**1** aus (__R__)‐Citronellsäure [(__R__)‐**

Pheromone synthesis, CXXX. Synthesis of
✍ Mori, Kenji ;Takikawa, Hirosato 📂 Article 📅 1991 🏛 John Wiley and Sons 🌐 English ⚖ 454 KB

## Abstract (4__S__,8__S__)‐ and (4__S__,8__R__)‐4,8‐Dimethyldecanal (1) were synthesized by starting from (__R__)‐citronellic acid (2a), methyl (__S__)‐3‐hydroxy‐2‐methylpropanoate (3a), and (__S__)‐2‐methyl‐1‐butanol (4a).

Deuterated analogues of 4,8-dimethyldeca
✍ Junheon Kim; Shigeru Matsuyama; Takahisa Suzuki 📂 Article 📅 2004 🏛 John Wiley and Sons 🌐 French ⚖ 149 KB

## Abstract To elucidate the deuterium isotope effect (DIE) in pheromonal activity and to investigate the biosynthetic pathway of 4,8‐dimethyldecanal (4,8‐DMD; **1**), the aggregation pheromone of the red flour beetle (__Tribolium castaneum__), deuterated analogues of 4,8‐DMDs (**2**, **3**, **4**,

Synthesis of (+)-(4S, 8R)hyphen;8hyphen;
✍ Georg Fráter; Urs Müller 📂 Article 📅 1989 🏛 John Wiley and Sons 🌐 German ⚖ 347 KB

The first total enantioselective synthesis of (+)-(4S,8R)-8-epi-~-bisabolol((+)-l) and of (-)-(4R,SS)-4-epi-Bhisaholol ((-)-1) is reported. The key step in the synthesis is the kinetic resolution of (&)-5 by means of the Shurpless epoxidation yielding (-)-and (+)-6, respectively. Reduction of the ep